Summary: You're Roman's assistant, at a launch party Kendall invited you to. Stuff happens along the way that you're sure would get you fired.
Word count: 3.794
18+ only! More under the cut,
Warning(s): SMUT, aka 18+ only! Dom Kendall, implied one-sided attraction from roman, bathroom sex, fingering, p in v, sexual tension, stewy makes a cameo
A/n: this is based on a request i got! :DD
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Itās a cold night, and Kendall is standing in front of you.
You don't know Kendall that long, but there's a clear twinkle in his eyes that shines with deviancy as he greets you. Even in the darkness of the New York street, you can see a glimmer that simply can't be usual. His smile is something you'd consider overly excited, and his short hair is slightly ruffled. You look him up and down, taking note of his casual appearance. "Hey hey heyy, there's my girl," he says with a wide grin.
He goes in for a side-hug, which you lean into with a smile. You don't expect him to speak as close to your ear as he does as he tells you, "I'm really fucking happy you could make it," so you can't help but shiver as his breath fans against your ear. Kendall pulls away from the hug, immediately searching for eye contact as he keeps grinning at you. "You know I'm never one to say no to a good party," you chuckle, letting him lead you from the street into the building.
It's some random start-up party, and Kendall had asked Roman to invite you, so now here you are. You aren't completely sure why he'd invite you, though.
You guessed it was because of Kendall's strange need for validation, and somehow him having a lot of 'friends' validated him. Not like you're complaining-- the white mini dress you're wearing has been collecting dust in your closet, so you're happy to put it into action.
"I like your, uhh, get-up. Real church girl gone slutty vibes. Fits you," he notes, eyes shamelessly raking over your body. You roll your eyes at him. He's high at most, and strangely giddy at the very least. Whatever he says tonight will not be worth worrying over. "And you look like you're gonna be a guest at Comic-Con," you shoot back as you let him open the door for you.
He ushers you inside with a hearty laugh, casually resting a hand on the small of your back which, surprisingly, you don't hate. "Listen, I know you hate those yuppy-wuppy parties, so I thought this kinda shit would be right up your alley. Good food, free drinks and a DJ that doesn't fucking suck." You hum as you scan the hallway you're standing in. Kendall quickly turns to talk to security, while you quickly grab your phone out of your purse to check your messages.
[ sad victorian puppy ]: Where the fuck are you
[ sad victorian puppy ]: ????????
[ sad victorian puppy ]: Hurry up before I hang myself with the fairy lights
[ sad victorian puppy ]: I'm not joking
[ sad victorian puppy]: I'm doing it right now
"You ready to dazzle loser-y tech bro's?" Your head shoots up from Roman's messages to give Kendall a nod. He yet again casually places his hand on the small of your back, handing you a wristband as he starts explaining random finance shit to you. It's all 'bla bla shareholders, bla bla stakes' to your ears, but you nod along as he bridges into the people he knows at the party.
The main event hall is spacious, fairy lights and plastic vines struggling to make this whole thing feel low-key. With a bar in the corner and a lively dance floor at the very front, you let Kendall lead you through the crowd as he points people out. "That's Shane, nasty fucking guy. His dad got in trouble for insider trading, so he made a jailbreak video game based on him and made bank," he practically giggles into your ear, hand slithering to rest on your side.
The side of his body is flush against yours, and his hot breath fans against your ear with each smart-mouthed remark. There's something promiscuous about it all, and you can't help but lean into his casual touches. "Is that one friend of yours here, too? With the beard and gray streak?"
He raises his brow at you in amusement. "You mean Stewy? Why, d'you wanna fuck him or something?" he asks through a wicked grin. "I barely know him, Ken, and you know I prefer being wined and dined." His eyes crease as his smile grows, curiously watching you. "Uh-huh, sure you do. Miss self-respect over here." You grin as well, walking out of Kendall's hold to disappear into the crowd, making your way to the bar.
Almost immediately you spot Roman, whose deep frown you can see from far as he stares at his phone. "Hiya, Romes."
You didn't mean to startle him, but that doesn't stop you from laughing at him when he jumps up, hissing out a sharp 'Jesus fuck' as he turns to glare at you. "Is this what you've been doing? Haunting this place and scaring people like a fuckin' poltergeist?"
"I mean, I am wearing white," you remark, before quickly ordering a mocktail as you hop onto one of the bar stools. Roman scoffs at you, choosing to simply stand next to your seat and lean against the bar. He seems strangely nervous, something you tell yourself to ask about later.
He slips his phone into his pocket with a huff. "Yeah yeah, whatever, Casper the shitty fuckin' assistant." Your drink slides in front of you, so instead of mustering a quip in reply, you opt to quietly taking a sip. It's surprisingly bitter, but you don't hate it.
From the corner of his eye, Roman carefully watches you. "Y'know, I can see you glaring at me," you mumble against the glass of your drink, smiling at Roman as he straightens his back and clears his throat. "Fuck off, I'm just weirded out by you in a party dress. It's uncanny valley type shit," he says, awkwardly tugging at his own fingers like he's trying to dislocate them.
"I think you're using uncanny valley wrong." With a scoff he turns his entire body to properly glare at you. "I know what uncanny valley is, and you in a dress like this gives off major android vibes. Like the real you has been replaced by a freaky, lookalike sex doll." He pokes your arm as he says it. His face is crinkled in childlike disgust as he watches you take another sip of your drink.
You can tell he doesn't mean it. He knows he doesn't mean it, too, hands fiddling as he fights the urge to touch the fabric of your ivory dress. "Still weird that Kendall wanted you here. Are you fucking him? I'm gonna fire you if you are, because that's, like, reaaally fucking gross," he groans out, continuing his glaring as you nonchalantly finish your drink.
"How about you first ask HR if asking about my love life is appropriate behavior, then I'll tell you all the juicy details." And with that you place your empty glass down and stand up from your seat. You pat Roman's shoulder with a grin. "I'm gonna go socialize, so stay put," you tell him, and while you didn't mean for it to come off as flirtatious, you don't correct yourself when you realize it does.
You maneuver through the hipster ocean, avoiding the guys wearing Rick & Morty shirts with ugly tweed blazers on top who are desperate for a conversation with you. The dance floor is in full swing, something you're sure you wouldn't have seen if you arrived earlier. Kendall had told Roman, who then told you that the later you arrived, the better it'd be.
Speaking of that devil, there Kendall stands, wearing kicks you're sure are worth more than your soul, a casual blazer and a shirt with a minimalist design. He lights up when he sees you, smile reaching to his eyes as he calls you over with a wave. Next to him stands that friend of his, dressed far too formal for the occasion.
He opens his arm, signaling for you to slot against him, which you do with far less hesitance than you'd like to have had. "Had enough of Rome?" he teases, carrying a blissful grin. You ignore the comment, instead focusing on Ken's friend.
"Roman's assistant, right? Haven't seen you since that thing in Florence." You hum in agreement, trying to dredge up his name from your memory. Kendall removes you from his arm to stop a wandering waiter and ask for... something, who knows. "Yeah, you were just as overdressed then as you are now," you reply with a cheeky grin.
What his name was, though, is still on the tip of your tongue. Something with an S, for sure, but the rest of the letters just don't place themselves.
Kendall returns to your side, and quickly whispers in your ear,
"Stewy."
He turns his head to look at you, and as your eyes meet he shoots you a coy grin before turning to, well, Stewy. "Y'know Rome has her write his e-mails? She probably knows more confidential shit than I do at this point." Stewy lets out a small chuckle, clearly looking you up and down. Kendall laughs at that, although there's a sharp tinge to it.
After some small talk between the two men that you simply could not follow for the life of you, Stewy leaves to go to the bathroom, winks and nudges palpable as Ken tells him to have fun.
"So, how're you liking it?" he suddenly asks you as the two of you walk to the couches in the corners of the room. "It's very... trendy." You smile as Kendall huffs out a laugh, the two of you sitting much closer to each other than you really have to be.
His thigh, which is surprisingly firm, is flush against yours. You can feel yourself holding your breath, but you just can't seem to breathe out as Kendall doesn't stop making eye contact. "Yeah, this is some hipster bullshit, I know. Still, the drinks are good, and the catering isn't pathetic."
"I haven't even had the food here yet, is it really not that bad? Those mini sandwiches seemed a bit..." He chuckles at that, nodding his head as his eyes quickly dart around, searching for something.
"Like absolute dog shit, yeah. But I swear it tastes pretty good. Let me go get some for you." You were expecting him to stand up, but instead he waves over a guy most definitely getting paid below minimum wage. "Hey dude, can you get me and the lady some of those mini sandwiches? And some drinks, too."
The waiter scurries off with a nod, so you turn your focus back to Kendall who's simply staring at you. "Seriously, thanks for coming. Not to sound like a sappy loser, but I do appreciate it. You're reliable, that's important shit to me, y'know?"
You smile at Kendall, patting his thigh. "It's no problem, Ken. You're a cool dude," you tell him, which somehow makes his eyes glimmer more than they have been so far. With a bewildered, yet smug look he keeps staring at you. "Good to know you find me cool. You're, uhh, cool too."
His hand goes to lay on top of yours, and suddenly whatever cologne he's been wearing floods your sense of smell. The air becomes heavy, too heavy for you to bear, as he continues looking into your eyes.
But then he squeezes your hand, quickly looks away and lets out a light chuckle. As if on queue, the waiter appears, drinks and ugly sandwiches on a platter. He places them on the table in front of you, then quickly departs.
"Fucking finally," Kendall mumbles, grabbing one of the sandwiches. "Alright, now open up."
"Open up?" He hums, smile growing more and more devious as he taps his mouth. "C'mon, say 'ahh', humor me." You have no reason to go along with it, or him, but something inside of you wants to, so you obediently open your mouth as Kendall plops the sandwich in your mouth.
The tension is palpable, partially because of how intense his eye contact suddenly becomes when you accidentally wrap your lips around his finger for a second as he pulls away. Flustered, you start chewing, letting out a muffled sound of enjoyment as the harmonious flavors spread over your palate.
"Shit, Ken, this is good," you giggle out, hand covering your mouth in a weak attempt at hiding your flustered expression. "Told you, didn't I? You can trust me, y'know."
He takes his own bite of food, as well as a dark blue drink, and he--
"Shit."
You look down at your dress, and all you see is blue.
Kendall spilled his fucking drink.
"Fuck, completely my bad," he hisses out, immediately grabbing you by the arm and leading you to the bathroom. For a split second you think you see Roman watching the two of you, but you don't have much time to dwell on it as you rush to one of the spacious bathrooms and lock the door behind you.
Kendall seems a bit frantic, like cold water was thrown over him, hands shaky as he grabs some paper towels and awkwardly tries to dry you off. "I fucked up, I'm sorry. Did you have a jacket with you, or?"
You simply shake your head no, to which Kendall grimaces. "Send me the cleaning bill for this shit, alright? This is completely my fault," he murmurs. "Ken, it's fine, it's just a drink. It'll wash out by itself."
It definitely won't, but the verbal comfort seems to ease his mind, as he stops wiping. "Yeah, you're, uh, you're right. I can get Jess to go find a jacket for you, it'd be here in like, ten minutes."
Before you can even decline, he walks to the other side of the bathroom, phone held against his ear as he mercilessly calls Jess during a Friday evening. You stare at yourself in the mirror, frowning at the splotch of blue. As you try to tug the dress a bit away from your skin, Ken appears behind you. "You okay?"
"Yeah, it's just really sticky," you groan as you grab another paper towel and struggle to push it in between your dress and your bare skin. "Fuck, this is uncomfortable but, uh... would it be cool for you to zip my dress down a little? So I can actually reach inside my dress."
Your cheeks are hot as you ask him, eyes cast down to the marble floor. He lets out a tense chuckle, stepping close enough to reach your back. "Yeah, of course." You look into the bathroom mirror and watch Kendall as he slowly reaches for the back of your zipper.
His knuckles brush up against your skin as he takes the delicate zipper in between his fingers. Little by little, he pulls it down, watching your face through the mirror. Breathlessly he waits for you to nod, to tell him that it's enough.
But for a reason you could never say out loud, you don't. Instead you watch him zip the dress down, lower and lower until the zipper ends at your waist.
His hands sneak into your now unzipped dress, holding onto your bare hips as he places a careful kiss to the back of your neck. "God, you smell fucking divine," he groans out, covering your neck and back with pecks as he roams your body. The pads of his fingers are rough against your skin, like sandpaper against velvet.
He gropes one of your breasts, breathing in your scent while his other hand traverses lower and lower. The whine you let out as he gently tugs at your nipple is desperate, something he replies to with a simple kiss to your temple. "You gotta be quiet, can you do that for me, sweetheart?"
Before you can even nod, he lunges at you, lips smashing against yours. He doesn't take his time, tugging at your bottom lip as he groans into your mouth. It's like he's trying to ravage you, hands growing rougher in their touch as he drowns in your scent.Ā
You can barely hold back your moans as he consumes your entire being. His hand finds the rim of your panties in no time, and with zero hesitation he pushes two of his fingers against your clit. The small circles he makes send small sparks of delicious electricity through your body. "So wet for me," Kendall whispers against your lips, still watching you through the mirror.
His gaze is hot, burning through your skin and heating you to your bones as he pleasures you. "Ken, please."
He can't stop himself from chuckling at how needy you are. "I kinda always knew your whole put together thing was bullshit. I mean, look at you now," he says, letting out a sharp laugh as you shiver at his words.Ā
"Roman doesn't even know you could be like this, huh? A needy slut fucking her boss's brother in some random bathroom." He doesn't give you any time to respond, his two fingers move from your clit to slip inside of you. Your walls squeeze against his digits as he uses his thumb to keep the pressure on your clit constant.Ā
It's all too much. His filthy words against the shell of your ear as he abuses your cunt, his other hand still busying himself with your nipple. It's hot, and harsh, yet the most satisfying feeling you've had in years.
Not only that, but you can tell how riled up he is, too. Panting, lightly grinding against you, hungrily staring at your reflection. "Fuck-- sit on the sink for me," he groans, removing his fingers. You do as he tells you, whimpering at the sudden emptiness.
He pushes his fingers into your mouth without much warning, but you gladly let him. There's a small part of you, in a very dark corner of your brain, that's cursing you out for being here. For letting him feed you, for letting his hands even graze against you. It's like every moment with him tonight led up to this moment, with you sucking your own juices from Kendall's fingers as he undoes his pants with his other hand.Ā
Kendall pulls his fingers away, wiping your saliva on your exposed thigh. You giggle as he pulls a condom from his pocket, giving him a teasing look. "Prepared, are we?"
He shrugs, expression almost bashful as he carefully rips the foil. "Not gonna lie to you, I got them from Stewy right after you walked away," he chuckles, cheeks raised high as if he's genuinely embarrassed. "I was really hoping for this," he motions between the two of you with a strangely sincere smile, "to happen."
"Stop being a sap and fuck me, Kenny." His head hangs low as he laughs at that, pulling out his cock as casually as one can when getting ready to fuck their brother's assistant in a bathroom. You bite the inside of your cheek raw as you watch him slowly roll the condom down. He lets out a small hiss as he does so, eyebrows furrowing as he gives himself a few loose-handed strokes.
With a gentleness he hadn't shown before, he pushes your thighs apart and your panties down. He looks into your eyes and smiles warily as he lines himself up against your entrance. "Are you okay?"
You roll your eyes at him, and with a burst of sudden confidence you grab him by his hips and push him against you. It takes a small bit of adjusting from Kendall, whose amused grin is, at this point, infectious.
As his cock slowly delves into you, you let out a tandem moan. "So fucking tight," Kendall huffs out, thumb yet again finding your clit as he watches you weakly writhe. "Can you please just move, Ken?"
The laugh he lets out is breathy, but he quickly complies, almost fully removing himself from you before slamming back into you. The pace he sets is brutal, his large hand clutching at your side and his eyes only focused on you. Your dress is clumsily pushed down, letting your tits bounce freely as his every thrust shakes you to your core.
Kendall doesn't relent with his other hand, either. He roughly spits on your sopping wet cunt, thumb gliding over your slick clit with ease. His every move leaves you gasping for air, and if it wasn't for the hand you're using to cover your mouth, you're sure everyone outside would hear you.
"I knew I had to fuck you when I saw you in this dress," he groans out as you shove your head into the crook of his neck, biting on his shoulder to keep your noises unheard. "I don't know how Rome handles having you around, always wearing those tight fucking pencil skirts. I'd bend you down over my desk," he picks up his pace, harshly slamming his cock into you, "and eat your pussy with everyone's watching."
With a particularly hard thrust and his words ricocheting in your head, you fall apart. Your entire body convulses, and everything turns a pure white as you can feel Kendall smash his lips against yours in an attempt to swallow your noise.
His own thrusts grow sloppy, and with a gruff moan he slowly stills his movements. You stay like that for a moment as you come to, his forehead resting against yours. You're both panting, and horribly sweaty, and as you slowly open your eyes the first thing you notice is the blue on your dress. Ken follows your line of sight, letting out a weak chuckle.Ā
"We, uh, still haven't fixed that."Ā
The two of you share a laugh, before he slowly pulls himself. You pull your panties up as he busies himself with discarding the condom and tucking himself back into his pants, hissing at the cold sensation of your cooled down slick. "Hey, didn't you call Jess or something?" you mutter, more to yourself than to him as he helps you zip your dress back up. "Yeah, she's probably been waiting."
"Poor Jess." Kendall heartily laughs at your sympathy. "I just gave you a mind-blowing fuck, and you're worrying about her?"
You shrug, shooting Kendall a small smile as you fix yourself up a bit in the mirror. Ken wraps an arm around your waist as he stands besides you. "So what happened to being wined and dined? Or is that still on the table," he asks through a brash grin.Ā
"Stop being a smart ass and ask me on a date like a normal rich guy."
"Rich guys don't do dates," he jokes as he unlocks the bathroom, arm still around your waist since your legs are wobbling,Ā
btw this is probably one of the most insane and telling scenes in regards to stewy nd kendall. like the stewy-marcia interaction first off. the way itās so clearly paralleling kenstewy with logan and marcia. stewy and marcia literally watch their respective persons in silence. also important to note that stewy was one of the first ppl to greet logan when he arrived probably bc he knew that one of the first things logan was going to do was approach kendall and he wanted to get in there first to gauge the situation + logan. but stewyās concern for kendall in regards to what could happen when heās in close proximity to logan is so clear and almost synonymous with marciaās own concern/love for logan at this point. like it seems intentional that they were shown to be like. logan and kendallās respective partners here
There was one scene we shot where Mark Mylod asked me to sit down and we sort of did that rehearsal and then I got up and I just moved to the corner of the room, I think I was behind some flowers. I said does this - can I just be here? He goes, I knew you were gonna say that. I really need you to sit down. We kinda knew you were gonna do that but we really need you sitting downā¦ I think Iām hugging a pillow or something. I just didnāt know how to just sit still and say words. - Kieran Culkin on Conan O'Brien Needs a Friend
